For a classic, family-owned sailing experience, choose the Woodwind and Woodwind II. These two beautiful 74-foot schooners are available for 2-hour Public Sailing Cruises, Private Cruises, Schooner Races, Boat & Breakfast Runs, Student Groups, Wine, Beer & Food Events, and for Multi-Day Cruises. Help raise the sails if you wish or simply relax and enjoy a memorable breakfast as it sails past the Naval Academy and cruises into the Chesapeake Bay.
Woodwind and Woodwind II participate in match races every Wednesday night when there is an Annapolis Yacht Club Race. Passengers, otherwise known as guest crew, may participate; this is America’s Cup-style racing. Every October, Woodwind races down the Chesapeake Bay to Portsmouth, Virginia with a guest crew for a 130-mile sail, taking as little as 12 hours or as much as 40 hours to complete.
Address: 80 Compromise Street, Annapolis, MD 21401, Phone: 410-263-7837
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Photo: Schooner Woodwind Sailing Cruises
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